"Date" is a gross euphemism
Election Day can't come soon enough. We're all fatigued picking apart the pathologies of this preposterous figure of Trump.
But I guess I can't help myself.
The verb date actually means something -- a mixture of hanging out, going to social events, and romance. It's more than a flicker or a one-night stand, but it's short of a committed relationship. That mix varies, but basically everybody in the USA who's hit puberty knows that that's what dating means.
When Trump says date, he means fuck. (Perhaps his inner monologue substitutes a cruder vulgarism, like hump or bang or screw.) He was plainly never hoping to date Salmya Hayek, to escort her to charity balls. And, when he was talking about dating the ten year old ten years hence, he was literally saying, you wait, I'm going to be fucking this (currently little) girl soon enough.
People don't talk about fucking in casual conversation because most folks have a little class, or at least a little shame. He does not. He has a simple verb substitution but this gross old fat fool casually talks about fucking all the time, in public, on camera. And it's all the worse that he says "date" -- it's just a verbal corruption on top of all the corruption that constitues his being and his effect.